73197-57-6

Upstream product

• 122184-91-2 dl.(1R*,5S*)-5-Ethoxycarbonyl-1,7-diphenyl-2-azabicyclo<3.2.0>hept-6-ene-3,4-dione 
• 59046-34-3 3-ethoxycarbonyl-2-phenyldioxopyrroline 
• 60769-85-9 (1S,5R,7S)-3,4-Dioxo-1,7-diphenyl-2-aza-bicyclo[3.2.0]heptane-5-carboxylic acid ethyl ester 
• 77800-65-8 7-Ethoxy-5-ethoxycarbonyl-6-hydroxy-2,3-diphenyl-4H-azepine 
• 60769-85-9 rel-(1S,5R,7S)-5-ethoxycarbonyl-1,7-diphenyl-2-azabicyclo<3.2.0>heptane-2,4-dione 
• 60769-85-9 rel-(1S,5R,7R)-5-ethoxycarbonyl-1,7-diphenyl-2-azabicyclo<3.2.0>heptane-3,4-dione 

Downstream Products

• 67171-74-8 Ethyl 3-ethoxycarbonyl-5,6-diphenylpyridine-2-carboxylate 
• 67171-69-1 4-Ethoxycarbonyl-3-methoxy-6,7-diphenyl-2H-azepin-2-one 
• 77800-69-2 2-Ethoxy-4-ethoxycarbonyl-6,7-diphenyl-3H-azepin-3-one 
• 35883-55-7 methyl 2,3-diphenylpyridine-6-carboxylate 
• 99697-85-5 6,7-Diphenyl-4,5-dihydro-1H-azepine-2,3-dione 
• 77800-65-8 7-Ethoxy-5-ethoxycarbonyl-6-hydroxy-2,3-diphenyl-4H-azepine 
• 67171-72-6 3-Ethoxycarbonyl-2-methoxycarbonyl-5,6-diphenylpyridine 
• 73197-62-3 4-Ethoxycarbonyl-3-methoxy-6,7-diphenyl-1,5-dihydro-2H-azepin-2-one 

Relevant academic research and scientific papers

Dioxopyrrolines. XLII. Mechanism of 7-Epimerization Reaction of 7-Substituted 5-Ethoxycarbonyl-1-phenyl-2-azabicycloheptane-3,4-diones

7-Mono- and 7,7-disubstituted 5-ethoxycarbonyl-1-phenyl-2-azabicycloheptane-3,4-diones undergo epimerization at C-7 when treated with base.Experiments using the stereospecifically deuterium labeled compound 6 showed that the inversion of stereochem

Dioxopyrrolines. XXXVI. Photocycloaddition Reaction of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Acyclic Olefins. Structural and Stereochemical Assigment of the Photocycloadducts

The photocycloaddition of the dioxopyrroline 1 to olefins with electron donating substituents proceeded with regio- and stereo-selectivity to give the 7-substituted 2-azabicycloheptane-3,4-diones 2 and 3, together with, in a few instances, the dihydropyridone 4.The stereochemistries of the adducts were dependent on the nature of the olefins.Olefins carrying phenyl, vinyl, and alkyl substituents afforded the exo-adducts 2, while olefins carrying an O-substituent afforded the endo-adducts 3, predominantly.The structures of these cycloadducts were established by X-ray crystallographic analyses, chemical correlations, and spectroscopic means.Keywords-photocycloaddition; 1H-pyrrole-2,3-dione; dioxopyrroline; 2-azabicyclo-heptane-3,4-dione; electron rich olefin; stereochemistry; cycloadduct; X-ray analysis

MONO- AND DI-SUBSTITUTED 3-AZA-α-TROPOLONES

New mono- and di-substituted 3-aza-α-tropolones 6 were synthesized by deethoxycarbonylation and subsequent DDQ oxidation of dihydroazatropolones 4.In methanol, 6 undergoes a skeletal rearrangement to give methyl pyridine-2-carboxylates 7, suggesting that

2-AZABICYCLOHEPTANE-3,4-DIONES (3): LEWIS ACID CATALYSED RING EXPANSION OF 3-ETHOXY-Δ2-AZABICYCLOHEPTAN-4-ONES: SYNTHESIS OF 2-ETHOXY-3-AZATROPONES

Treatment of 2-azabicycloheptane-3,4-dione imidic ester (6) with tin(IV) chloride gave the dihydroazatropolone 2-ethyl ethers (7) in moderate yields which were also obtained by reaction of dihydroazatropolones (2) with Meerwein reagent.DDQ oxidation of 7 gave 2-ethoxy-3-azatropones (8), which rearranged, on treatment with water, into ethyl pyridine 2-carboxylate (10).Spectroscopic data of azatropolone 2-ethyl ethers were also described.

2-AZABICYCLOHEPTANE-3,4-DIONES (1). A NOVEL EPIMERIZATION REACTION OF C7-SUBSTITUENTS.

On treatment with bases, 7,7-disubstituted and 7-substituted 2-azabicycloheptane-3,4-diones rapidly epimerized at C7 to give a thermodynamically more stable isomer (7-endo isomer in the cases of monosubstituted compounds) predominantly,